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328-50-7

Basic Information
CAS No.: 328-50-7
Name: 2-Ketoglutaric acid
Article Data: 129
Molecular Structure:
Molecular Structure of 328-50-7 (2-Ketoglutaric acid)
Formula: C5H6O5
Molecular Weight: 146.1
Synonyms: 2-Oxopentanedioic acid;2-Oxo-1,5-pentanedioic acid;2-oxoglutarate;Glutaric acid, 2-oxo-;2-Oxoglutaric acid;Pentanedioic acid, 2-oxo- (9CI);Glutaric acid, alpha keto;Pentanedioic acid, 2-oxo-;Ammonium alpha-ketoglutarate;2-oxopentanedionate;alpha-ketoglutarate;alpha-keto-Glutaric acid;Alphaketoglutaric acid;2-oxopentanedioate;Glutaric acid, 2-oxo- (8CI);alpha-oxoglutarate;.alpha.-Oxoglutaric acid;alpha-Oxopentanedioic acid;α-ketoglutaric acid;
EINECS: 206-330-3
Density: 1.499 g/cm3
Melting Point: 113-115 °C
Boiling Point: 345.6 °C at 760 mmHg
Flash Point: 177 °C
Solubility: Soluble in water, methanol and dimethyl sulfoxide.
Appearance: crystalline
Hazard Symbols: IrritantXi, ToxicT
Risk Codes: 37/38-41-36/37/38-23/24/25
Safety: 26-39-45-36/37/39
PSA: 91.67000
LogP: -0.49510
Synthetic route
5965-53-7

diethyl 2-ketoglutarate

328-50-7

α-ketoglutaric acid

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating;72%
141034-93-7, 141034-95-9

trans-Dimethyl 1-acetylaminocyclopropane-1,2-dicarboxylate

A

328-50-7

α-ketoglutaric acid

(Z)-1-aminocyclopropane-1,2-dicarboxylic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In waterA 60%
B 8%

(Z)-1-(acetylamino)cyclopropane-1,2-dicarboxylic acid

A

328-50-7

α-ketoglutaric acid

(Z)-1-aminocyclopropane-1,2-dicarboxylic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water Heating;A 60%
B 15%
617-65-2

Glutamic acid

328-50-7

α-ketoglutaric acid

Conditions
ConditionsYield
With zinc sulfide; sodium hydroxide; sodium sulfite In water at 30℃; for 4h; pH=9; Inert atmosphere; Irradiation;18.3%
With ω-transaminase
2783-17-7

1,12-Diaminododecane

328-50-7

α-ketoglutaric acid

Conditions
ConditionsYield
Nocardia DAD5%
67-56-1

methanol

116529-76-1

1-bromo-cyclopropane-1,2-dicarboxylic acid

A

328-50-7

α-ketoglutaric acid

B

861616-82-2

1-methoxy-cyclopropane-1,2-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide
67-56-1

methanol

861317-67-1

1-hydroxy-cyclopropane-1,2-dicarboxylic acid

A

328-50-7

α-ketoglutaric acid

B

861616-82-2

1-methoxy-cyclopropane-1,2-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide
56-85-9

L-glutamine

A

328-50-7

α-ketoglutaric acid

B

18465-19-5

2-keto-glutaramic acid

Conditions
ConditionsYield
enzymatische Reaktion mit 2-Oxo-carbonsaeuren;
617-65-2

Glutamic acid

A

328-50-7

α-ketoglutaric acid

B

692-29-5

Succinic semialdehyde

Conditions
ConditionsYield
With sodium hydroxide; sodium hypochlorite Erwaermen der mit wss. Salzsaeure angesaeuerten Reaktionsloesung;
13095-48-2

L-hydroxyglutaric acid

15216-09-8, 392287-05-7

Anhydro [5-methyl-1-hydroxyphenazinium hydroxide]

328-50-7

α-ketoglutaric acid

Conditions
ConditionsYield
Oxydation durch 2-Hydroxy-glutarat-Dehydrogenase;
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Specification

2-Ketoglutaric acid, is one of two ketone derivatives of glutaric acid. With the CAS NO.328-50-7, it is also called Disodium 2-oxoglutarate; Glutaric acid, 2-oxo-, disodium salt; Pentanedioic acid, 2-oxo-, disodium salt. 2-Ketoglutaric acid is an important biological compound. It is the keto acid produced by deamination of glutamate, and is an intermediate in the Krebs cycle. In many oxygenases, 2-Ketoglutaric acid helps the reaction by being oxidized together with the main substrate. In fact, one of the α-ketoglutarate-dependent oxygenases is an O2 sensor, informing the organism the oxygen level in its environment.

Physical properties about 2-Ketoglutaric acid are: (1)ACD/LogP: -1.721; (2)ACD/LogD (pH 5.5): -5.62; (3)ACD/LogD (pH 7.4): -6.46; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.494; (12)Molar Refractivity: 28.372 cm3; (13)Molar Volume: 97.44 cm3; (14)Polarizability: 11.248 10-24cm3; (15)Surface Tension: 67.9229965209961 dyne/cm; (16)Density: 1.499 g/cm3; (17)Flash Point: 177.02 °C; (18)Enthalpy of Vaporization: 64.799 kJ/mol; (19)Boiling Point: 345.615 °C at 760 mmHg

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4.Wear suitable protective clothing, gloves and eye/face protection;

The toxicity data is as follows:
(1)InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10);
(2)InChIKey=KPGXRSRHYNQIFN-UHFFFAOYSA-N;
(3)SmilesC(=O)(CCC(=O)O)C(=O)O;